meso-tetraalkyltetrabenzoporphyrins and their zinc complexes. Synthesis and properties
摘要:
A number of meso-tetraalkyltetrabenzoporphyrin zinc complexes having alkyl substituents with different lengths were synthesized by reaction of excess phthalimide with zinc salts of aliphatic carboxylic acids. The corresponding free bases were obtained by treatment of the complexes with sulfuric acid. The spectral properties of the complexes and ligands and thermal stability of the former were studied.
Synthesis and spectral properties of sandwich meso-tetramethyltetrabenzoporphyrin-phthalocyanine complexes with lutetium, erbium, yttrium, and lanthanum
作者:N. E. Galanin、L. A. Yakubov、G. P. Shaposhnikov
DOI:10.1134/s1070428008060237
日期:2008.6
The reaction of phthalimide with zinc(II) propanoate gave meso-tetramethyltetrabenzoporphyrinatozinc(II) whose demetalation afforded the corresponding free base. The latter was used to synthesize complexes with lutetium, erbium, yttrium, and lanthanum. Heating of these complexes with excess phthalonitrile led to the formation of sandwich meso-tetramethyltetrabenzoporphyrin-phthalocyanine complexes. Spectral properties of the resulting compounds were studied.
Formation of tetrabenzoporphine skeleton by the reactions of phthalimide with zinc carbonates
The high temperature reactions of phthalimide potassium salt (PIK) with various zinc carbonates were carried out. The reaction of PIK with zinc acetate yielded tetrabenzoporphinato zinc (ZnTBP). Tetra-tert-butyltetrabenzoporphinato zinc (ZntBu4TBP), whose four tert-butyl substituents were positioned on the TBP periphery, was also prepared in a similar way using the 4-tert-butylphthalimide potassium salt (4-tBuPIK). These results were explained on the basis of the function of zinc acetate as the meso-methine carbon source of the TBP structure. The use of zinc phenylacetate instead of zinc acetate in the reaction of PIK led to the production of meso-phenyl substituted ZnTBPs, although they were different in the number of meso-phenyl substituent(s). The attempt to introduce alkyl residues at the meso-position(s) by the reaction of PIK in the presence of zinc alkylacetate having a long alkyl chain was not successful, except for the substitution of the methyl group using zinc propionate.